Above $1 Million Southborough MA Real Estate, Homes, Condos for Sale

Property consists of two buildings. 63-65 features one two story brick face building built in 1950 with commercial space and half bath on the first floor and two 2 bedroom apartments on the second floor. 61 is a wood frame building built in 1910 with a 2 bedroom 1 bath apartment on the first floor and a 2 bedroom 1 bath apartment on the second floor. First floor is currently vacant. This property is on the West Bound Side at the corner of Prospect St. and Turnpike Road, equidistant to Boston and Worcester. Estimated 30,000 to 40,000 cars pass by each day on busy Turnpike Road. Sellers will consider financing options.

61-65 Turnpike, Southborough

Listing courtesy of Listing Agent: Gregory Cumings from Listing Office: Prevu Real Estate LLC.

$2,149,000

4 Beds ⋅ 7 Baths ⋅ 73588177 MLS

Located In Award winning Barn Hollow @ Schipper Farms By Nationally recognized BRENDON HOMES.The premier builder in the northeast. Sitting on a cul de sac with sweeping front lawn and fenced in backyard, abutting 68acres of conservation restricted land this home exemplifies elegance and desire .Pristine condition, diverse floor plan and amenities widely dispersed in the custom home with Custom 5,7,10 piece crown Molding, Exceptional Chefs Kitchen with marble counters, with Wolf and Subzero appliances, expansive center Island w/additional seating,The living room offers a grand ambiance with a distinguished fireplace, soaring high ceilings, expertly crafted built-in shelves, and decorative columns that enhance its architectural integrity. Beautiful Gleaming hardwood floors throughout this home, Sumptuous primary suite with spa like needs! Arched well appointed bedrooms with space and ample closets to accommodate all your Family needs! Arched center hall, 2 staircases, Repurposed Chefs kitchen and baths 2021 & Soaking tub, Walk out lower level offers you opportunity for Media Room,Gym,Au-pair or in- law suit .

4 Nipmuc Ln, Southborough

Listing courtesy of Listing Agent: Michael Durkin from Listing Office: LAER Realty Partners.

$1,017,888

4 Beds ⋅ 4 Baths ⋅ 73587314 MLS

Certified Turnkey. Pre-inspected, repaired and thoughtfully updated, this 4-bedroom, 3.5-bath Southborough Colonial offers 3,700+ sq. ft. of living space plus 432± sq. ft. of finished flex space above the detached 2-car garage. Major improvements include a new driveway (10/2026), new 4-bedroom septic (9/2026), roof (5/2026), central air (2024) and 42 Harvey windows (2016). The renovated kitchen with gas cooking flows into a dramatic two-story barn-board family room with exposed beams, gas fireplace and access to the composite deck. Formal living and dining rooms, two staircases and a bath on every level add flexibility to the floor plan. Upstairs, the primary suite includes a walk-in closet and private bath, with three additional bedrooms and a full hall bath. The finished walk-out lower level expands the living space with a game/billiard area, wet bar, full bath and direct outdoor access—ideal for entertaining, guests or extended living. Outside, enjoy a 16' x 32' saltwater pool with new liner (6/2026), composite deck with full awning (2026) and a landscaped .88-acre lot abutting conservation land, the Sudbury Reservoir and nearby trails. The detached 2-car garage offers finished heated rooms above—ideal for a home office, studio, gym or creative space. Three garage bays in total provide additional parking and storage. A home designed for everyday living, entertaining and escaping without leaving home, yet convenient to the MBTA commuter rail, Route 9, I-90 and I-495. This house comes with a REDUCED RATE as low as 6.5% (APR 7.004%) as of 10/09/2026 through List & Lock™(depending on the offer price) This is a seller paid rate-buydown that reduces the buyer’s interest rate and monthly payment. Terms apply, see disclosures for more information.

8 Partridge Hill Rd, Southborough

Listing courtesy of Listing Agent: Ann Atamian from Listing Office: Gibson Sotheby's International Realty.

$1,050,000

3 Beds ⋅ 3 Baths ⋅ 73584214 MLS

Picture perfect and impeccably maintained, this wonderful 3 bedroom with private office, 3 bath Gambrel Colonial offers the classic New England charm combined with all the modern updates. Situated on 1.1 acres of professionally landscaped grounds, this exceptional home is surrounded by flowering trees and shrubs, vegetable gardens and beautiful rock walls. The stunning 2022 primary suite addition features a vaulted ceiling, luxurious new bath with tile shower and fabulous walk-in closet with custom designed closet organizers. Recent updates also include a new full bath on the main level with oversized pedestal sink, heated towel rack and tile shower. Separate laundry area with cabinets above washer/dryer and closet with custom closet organizers was built in 2022. The chef's kitchen is designed for both everyday living and entertaining offering white wood cabinets with an abundance of drawers, quartz countertops, st/steel appliances, wine refrigerator and an oversized island with a double sink. Custom white cabinets flank the fireplace that was recently converted to a wood burning stove in the dining room. Perfect for those cold wintry nights! Breakfast bar with seating for four divides the family room and dining area. Breathtaking fenced back yard with newer composite deck and newly built shed overlooks the private grounds. Wide plank pine floors throughout the first floor and newly installed hardwood floors in 2 of the bedrooms and office, recessed lights, replacement windows, three new dormers installed in the bedrooms, new siding and exterior trim, roof replaced, completely new driveway, 5 Mitsubishi mini-splits, whole-house generator and the list goes on! Nothing to do but move in! This is a very special home!

64 Pine Hill Road, Southborough

Listing courtesy of Listing Agent: Marsha Marks from Listing Office: Coldwell Banker Realty - Framingham.

$2,080,000

5 Beds ⋅ 4 Baths ⋅ 73584144 MLS

Welcome home to this immaculate 2022-built estate in Southborough's coveted Chestnut Meadow neighborhood set along bucolic Chestnut Hill Road. This 4-5 bedroom, 4 full bath, 4,110 square-foot home delivers luxury finishes and quality craftsmanship throughout in a prime MetroWest location. A grand two-story foyer with custom millwork flows into the open-concept kitchen, dining, and family room areas. The kitchen impresses with premium modern cabinetry, Bosch induction cooktop (with propane gas line in place as well) and double ovens, 42" Sub-Zero built-in refrigerator, ducted vent hood, quartz countertop and backsplash, a waterfall-edge eat-in island, walk-in pantry, and a wine nook with wine fridge. The large dining area features built-in bench seating and upscale lighting, and flows seamlessly into the expansive family room anchored by a 60" Primo Heat-N-Glo propane gas fireplace bathed in natural light from windows on three walls. The first floor is rounded out by a versatile den (also ideal as a formal dining room), a private home office that doubles as a potential 5th bedroom, a full bath with shower, a walk-in coat/shoe closet, and a large mudroom. Upstairs, the sprawling primary suite features vaulted ceilings, an upgraded walk-in closet, and a spa-like bath with double vanity, oversized walk-in shower, soaking tub, and water closet. Three additional bedrooms — one with its own ensuite bath, and two sharing a large hall bath with double vanity — plus a spacious dedicated laundry room complete the upper level. The unfinished lower level offers great storage and future expansion potential. Outside, the flat fenced-in 1.29-acre lot offers ample space to host, play, and unwind, complemented by a partially covered composite deck for year-round enjoyment. Ideally located with close proximity to top-ranked private and public schools and easy access to Rt. 9, 495, Mass Pike, and the Commuter Rail. As an added bonus, the home can be sold fully or partially furnished for an additional cost. Don't miss your opportunity to call 12 Dairy Farm Lane home!

12 Dairy Farm Lane, Southborough

Listing courtesy of Listing Agent: Annie Pfaff from Listing Office: Gibson Sotheby's International Realty.

$1,185,000

4 Beds ⋅ 3 Baths ⋅ 73583751 MLS

Coveted Woodbury Estates colonial full of updates, including a stunning kitchen and family room renovation! The gorgeous kitchen is truly the heart of the home with an expanded island and top of the line appliances, including Sub Zero refrigerator, Wolf range with custom hood and a new Bosch dishwasher. The family room features cathedral ceilings and custom built ins that frame the fireplace and elevate the open concept entertaining space! Both the kitchen and family room have access out to the large deck and stunning new stone patio making the level backyard a wonderful gathering spot. The dining room is right off the kitchen and features beautiful wainscoting. The formal living room is adjoined by a private office space, both featuring new French doors and crown moldings offering privacy and elegance! The half bath and laundry room complete the first floor. Upstairs features a large primary suite with a walk-in closet and updated bath, with double vanity, a large spa tub and new tiled shower. Three additional generous bedrooms and another full bath with double vanity rounds out this level. Head to the lower level for recently renovated bonus space that makes a perfect playroom, movie room or home gym! Loads of recent updates including new siding in 2019, deck in 2020, stone patio, walls and fire pit 2023, front entry steps in 2025 to name a few. See complete list of updates attached! All this just a mile from the commuter rail, easy access to all major routes, shopping and tucked into one of the most desirable neighborhoods!

24 Darlene Dr, Southborough

Listing courtesy of Listing Agent: Alysha Glazier from Listing Office: Keller Williams Realty-Merrimack.

$5,000,000

5 Beds ⋅ 7 Baths ⋅ 73582552 MLS

What if your favorite destination was home? Set on one of Southborough’s most distinguished streets, 3 Wyndemere Drive is a residence designed for both extraordinary moments and beautifully lived everyday life - a place where timeless elegance, exceptional amenities and effortless comfort come together. From the moment you enter, soaring spaces, refined architectural details and an elegant flow create a sense of presence without sacrificing warmth. Expansive windows fill the interiors with natural light and capture views of the picturesque wildflower meadow and surrounding conservation land. At the heart of the home, beautifully appointed gathering spaces transition effortlessly from quiet mornings to intimate dinners and memorable evenings. The main-level primary suite is a world of its own - generously scaled, private and designed around the rituals of everyday luxury. A serene sitting room opens to a private balcony, while two exceptional walk-in closets create beautifully designed spaces for dressing, displaying and organizing a wardrobe with room to truly indulge. And then there’s downstairs, where an entirely different experience awaits. The expansive lower level is dedicated to entertaining, wellness and fun, with a sophisticated bar and oversized island, wine display, indoor grill, golf simulator and putting area, fitness space and impressive indoor jet pool. Perfect your swing, work out, gather for drinks or entertain late into the evening - all without ever making a reservation! Outside, approximately 4.6 acres of manicured grounds create a remarkable sense of privacy and a beautiful backdrop through the changing seasons. Generous living spaces, multiple levels of thoughtfully designed amenities and a three-car garage complete a residence created for life on a grand scale - yet with the warmth and versatility to feel equally at home during quiet everyday moments. Perfectly positioned in Southborough, the residence offers the rare combination of privacy and accessibility, with Fay and St. Mark’s schools nearby and Boston approximately 25 miles away - keeping exceptional education, culture and city access within easy reach. Elegant yet unexpected, sophisticated yet meant to be lived in, 3 Wyndemere Drive offers something increasingly rare: the freedom to entertain, play, recharge and enjoy life entirely on your own terms. This isn't simply a home to see. It's one to experience.

3 Wyndemere Dr, Southborough

Listing courtesy of Listing Agent: Edith Paley from Listing Office: William Raveis R.E. & Home Services.

$1,899,900

4 Beds ⋅ 5 Baths ⋅ 73575459 MLS

Exceptional custom-built home offering sophisticated design, soaring ceilings, walls of glass, and a seamless connection to the beach-entry gunite pool surrounded by your beautiful backyard oasis. The updated modern kitchen features Taj Mahal quartz, marble backsplash, refinished oak flooring, and fresh interior paint. The gas cooktop, pot filler, double ovens and warming drawer are a cook’s delight. The main level offers four flexible bedroom options, including a spacious primary suite with fireplace, built-ins, and walk-in dressing room. A private second-floor guest suite adds versatility. The finished walkout lower level has a universal design accessible by stairs, elevator and sloped walkway from the front of the home. Offering excellent ADU potential with an accessible bath and roll-in shower. Attached garage with step-free entry. Enjoy Southborough’s highly regarded schools and convenient MBTA access.

6 Watkins Ln, Southborough

Listing courtesy of Listing Agent: Jennifer Green Thompson from Listing Office: RE/MAX Signature Properties.

$6,250,000

5 Beds ⋅ 9 Baths ⋅ 73575382 MLS

Once in a lifetime opportunity to own an irreplaceable almost 10 acre estate*One of the area's most desired streets is home for this completely bespoke manor*Meander down the long, sense of arrival driveway past your own spring fed small pond and charming barn setting the stage for understated elegance*Enter the slightly elevated parking court surrounded by granite walls with complete paver entry (partially heated for winter weather) and be impacted by this refined home of exceptional quality built by noted local builder*While being welcoming and inviting, this home is ultra-luxe in every conceivable way without being ostentatious*Impeccable grounds include acres of lush, groomed grass, a tree lined groomed allee creates a visual promenade for the rear of the property and is tastefully and subtly illuminated with abundant landscape lighting*Sumptuous pool area with covered outdoor entertainment pavilion, dressing room, bathroom, outdoor shower and patios with stone walls and metal balusters is set off to the side enjoying privacy and great afternoon sun*This home enjoys remarkable and substantial infrastructure for years of enjoyment*Refined styling is paramount for timeless enjoyment of this unique home*Custom crafted front double doors and custom crafted mahogany garage doors are complemented by subtle sand-colored cut granite and wood shingles all capped by the new wood roof*Multiple rooflines, many bay windows, covered porch and screened porch make this home an architectural masterpiece*1st level enjoys a front-to-back limestone Foyer bisecting the home and creating a sense of flow*Formal rooms are complemented by more casual spaces to provide a feeling of warmth*1st floor enjoys 2 Family Room areas, formal rooms for entertaining, heart-of-the-home Kitchen, substantial mudroom and stunning vaulted, fireplace screened porch*Follow the incredible sweeping staircase to the upper story with the west side for fireplaced Primary suite with two generous, custom WI closets plus a cedar closet, private balcony and truly sumptuous bath*there is also a guest bedroom & bath on this side*The east side of the house is home for two additional bedroom suites, giant well-outfitted study with built-in desk units, large laundry, craft room and wonderful "in-law" or long-term guest suite*Finished walkout lower level has exercise room, spa-bath, large multi-use space and movie theatre*4 car garage*Lit sport court for basketball or pickle ball*Every imaginable upgrade*

31 Sears Rd, Southborough

Listing courtesy of Listing Agent: Andrew Abu from Listing Office: Andrew J. Abu Inc., REALTORS®.

$1,099,900

3 Beds ⋅ 4 Baths ⋅ 73568578 MLS

Welcome to Wedgewood Estates, a highly sought-after Southborough community offering top-rated schools, exceptional commuter access, and a wonderful neighborhood setting. This meticulously maintained and thoughtfully updated home reflects the pride of ownership rarely found in today’s market. The inviting open floor plan features gracious front-to-back living and dining spaces, a private study, and an exceptional kitchen with custom cabinetry, quartz countertops, stainless-steel appliances, and an oversized island that flows seamlessly into the cathedral family room. Upstairs, hardwood floors enhance the spacious primary suite, complete with an expansive walk-in closet, beautifully updated bath, and convenient second-floor laundry. Generously sized additional bedrooms share a tastefully updated bath. The finished lower level provides two flexible spaces currently used as a family room and gym, along with a full bath—ideal for guests, recreation, or a home office. Outside, your private backyard oasis awaits with an in-ground pool and low-maintenance deck, creating the perfect setting for summer entertaining and relaxation. Just steps from highly rated Mary Finn Elementary School, with miles of paved sidewalks and easy access to the MBTA train. Come take a tour and Make Yourself at Home!

26 Wildwood Dr, Southborough

Listing courtesy of Listing Agent: Jennifer Green Thompson from Listing Office: RE/MAX Signature Properties.

$1,199,000

3 Beds ⋅ 4 Baths ⋅ 73568545 MLS

***PRICE ADJUSTMENT***.Don't miss this stunner on scenic & historic Sears Rd! This immaculate spacious home with 2-story foyer, banquet sized DR & 1st floor office.Chef’s kiss dream kitchen featuring Thermador & Bosch appliances incl a warming oven surrounded with windows overlooking private wooded rear yard.Cathedral FR with wood burning fireplace & gallery to 2nd floor opens to one of two decks cleverly sited to enjoy all that nature has to offer as well as gorgeous free form inground pool. 2nd floor features incl spacious primary suite with newer bath ensuite. Two additional bedrooms & full bath complete second floor. Mostly finished walk out basement is ideal for multi-generational living/au pair, etc. Currently used as a bedroom with full bath, slider to rear yard provides wonderful natural light & spacious sitting area is ideal to unwind. Built in bar offers convenience. Additional unfinished space provides plenty of storage.Sears Rd at its finest!

71 Sears Rd, Southborough

Listing courtesy of Listing Agent: Caroline Hanlon from Listing Office: Fireside Real Estate.

$1,445,000

3 Beds ⋅ 4 Baths ⋅ 73567054 MLS

Imagine coming home to your own private retreat, tucked away on a quiet dead end street with the Sudbury River flowing past your backyard, protected conservation land bordering the property, and a private hiking trail just steps from your door. Welcome to 12 On The River, a truly unique custom home set on approximately 1.5 acres in Southborough, where thoughtful design, natural surroundings, and modern luxury come together.From the moment you walk inside, it is clear this is not a typical new build. Soaring ceilings, oversized black framed windows, five automated skylights, and walls of glass fill the home with natural light while bringing the surrounding landscape into nearly every room. Acacia hardwood floors run throughout, complemented by custom millwork, exposed architectural wood, and built ins that give the home warmth and character.The home offers three bedrooms, three full bathrooms, one half bathroom, and a spacious office and gym. The bathrooms were designed to feel like a retreat of their own, with inspiration from Japanese ofuro/onsen traditions as well as Roman design. Marble finishes, heated floors, and dramatic ceiling mounted rain showers create a spa like experience at home.The living spaces are equally inviting. Multiple fireplaces create warm gathering areas throughout the house, while a premium appliance package and integrated LED lighting make the home ideal for both everyday living and entertaining. A custom Finnish style sauna adds another place to relax and unwind without ever leaving home.Outside, the property feels just as special. James Hardie siding, custom decking, landscaped grounds, and an illuminated driveway lined with distinctive torch style posts create a memorable first impression. The home was also built with efficiency in mind, with high performance construction and an exceptional HERS energy rating.A wholehouse AqualiteUS water treatment system provides filtered water throughout the home, adding another thoughtful feature to a property where very little was overlooked.What truly sets 12 On The River apart, though, is the setting. River views from your own backyard, conservation land surrounding you, private access to nature, and a home filled with architectural details that give it real personality.12 On The River offers the privacy of a retreat, the comfort of a designed home, and a connection to nature that can be enjoyed everyday.

12 Wood St, Southborough

Listing courtesy of Listing Agent: Alberto Jara from Listing Office: Red Bow Realty.

$1,225,000

4 Beds ⋅ 4 Baths ⋅ 73553335 MLS

Welcome to 10 Burnett Rd Southborough where comfort and refined living await! The formal living room & dining room lead to the stunning eat-in kitchen - it's a chef's dream to work in with granite countertops, double ovens and stainless appliances. The open floor plan here leads to the family room with vaulted ceilings, skylights & fireplace. The first-floor office with storage, built in bookshelves and French doors complete this floor. The 2nd floor has all 4 large bedrooms- the primary bedroom features a walk-in closet as well as an en-suite bathroom with a large, jetted tub, double vanity and skylights. Laundry is located just down the hall. The beautiful, finished walkout basement adds to your entertainment options and/or workout space or game room- with a refrigerator, sink and microwave and a full bathroom and a sliding door out to the yard. Beyond the interiors of this home, the deck off the kitchen and family room extend to the fabulous outdoor living space with a wonderful heated inground pool, and a covered area of the deck and a pool house for storage. See list of updates and inclusions! So convenient to shopping and major routes.

10 Burnett Road, Southborough

Listing courtesy of Listing Agent: Lydia Rajunas from Listing Office: REMAX Executive Realty.

$1,425,000

4 Beds ⋅ 3 Baths ⋅ 73541659 MLS

Lovely 4 Bedroom home nestled on a cul-de-sac in one of Southborough’s most desirable neighborhoods. Beautiful 2.6-Acre setting & 3-car garage. Over 4,100 sq.ft. of Living Space (not including the unfinished walk-out basement) and offers the perfect blend of space, comfort, and privacy. Architectural details throughout w/ columns, arched picture windows, & doorways. New Interior & exterior paint, new carpets, new sliders, new stove, refinished hardwood floors, and new decking. Fireplace in Family Room, 1st floor Office, 2nd floor Reading Nook, & 2nd floor Bonus Room. Ideally situated on a private road among other magnificent homes. The property has beautiful curb appeal. Unfinished Basement could be finished for additional living space! Conveniently located w/ easy access to Routes 495, the Mass Pike (Rte 90)& 9. Top-rated Southborough schools including Algonquin Regional High School and home to world-renowned private schools: Fay, St. Mark's and NECC. Don't miss this rare opportunity!

6 Old Harry Rd, Southborough

Listing courtesy of Listing Agent: Gail DuBois from Listing Office: William Raveis R.E. & Home Services.

$1,099,000

4 Beds ⋅ 4 Baths ⋅ 73537849 MLS

Imagine your custom built private oasis nestled amongst the trees overlooking 88 acres of Breakneck hill conservation land minutes from rt 9 and the Mass Pike. The minute you walk in you are greeted by a vaulted two story living room with a spectacular stone fireplace, a chefs kitchen, master suite and a truly inspiring two story family room with dining area and yet another dramatic stone fireplace. The second story features an office space, two large bedrooms with amazing views and a walkway overlooking the first floor. First floor is a lovely play area and mudroom with a small kitchen, gym area and a fourth bedroom perfect for inlaw or nanny suite. The mature landscaped yard is a treasure for you and yours featuring more than an acre of beautifully landscaped yard with a back porch, front porch and two additional patios in front and behind this beautiful home. Freshly painted exterior and newer high efficiency oil furnace are just a few of the new items in this pristine well maintained home.A short walk across the street to a community garden and conservation trails awaits your enjoyment.

55 Breakneck Hill Rd, Southborough

Listing courtesy of Listing Agent: Graham Pettengill from Listing Office: ERA Key Realty Services- Fram.

$1,747,000

4 Beds ⋅ 4 Baths ⋅ 73531936 MLS

Experience the beauty of autumn in New England at 2 Watkins Lane, where turn key living, modern comfort, and an exceptional Southborough lifestyle come together. Nestled on just over an acre of beautifully landscaped grounds, this distinguished residence offers approximately 5,000 square feet of thoughtfully designed living space, 4 bedrooms, 4 baths, and a 3-car garage. A BRAND-NEW ROOF adds peace of mind to this impressive home, offering the opportunity to settle in and enjoy an effortless, turnkey lifestyle. Inside, expansive living and entertaining spaces flow seamlessly, from the inviting four-season sunroom to the beautifully appointed gathering areas designed for both everyday comfort and memorable occasions. The finished walkout lower level and additional finished third floor provide exceptional flexibility for a home office, fitness studio, recreation, or guest accommodations. Outdoors, discover your own private retreat featuring a heated inground pool, expansive patio, fire pit, and fenced backyard—an idyllic setting for enjoying crisp autumn evenings, vibrant fall foliage, and warm-weather entertaining. Located in the sought-after town of Southborough, known for its scenic New England charm, excellent schools, conservation trails, and convenient access to Boston, Worcester, and major commuter routes, this property offers an exceptional balance of privacy and connectivity. Move right in, embrace the season, and enjoy the very best of Southborough living. Welcome home to 2 Watkins Lane, where every season brings something extraordinary.

2 Watkins Ln, Southborough

Listing courtesy of Listing Agent: Susan Gillis from Listing Office: William Raveis R.E. & Homes Services.

$1,375,000

2 Beds ⋅ 3 Baths ⋅ 73510958 MLS

Located at 26C Meadow Lane in Southborough, this rare 2-bed, 3 full bath duplex condo offers 3,130 sqft of thoughtfully designed living space, an unfinished walk-out basement, and an oversized attached 2-car garage. The living room features cathedral ceilings and a cozy gas fireplace, flowing seamlessly into the dining area and kitchen with a pantry and direct garage access—ideal for everyday convenience. A first-floor den with a walk-in closet and a laundry room on the same level as the primary bedroom enhance easy living. Enjoy exceptional outdoor spaces, including a welcoming front covered porch, a rear deck, and a relaxing 3-season porch—perfect for entertaining or quiet moments. Upstairs, a 168 sqft bonus room with a walk-in closet offers flexible use. With direct access to the Sudbury Reservoir Trails from your property, the nearby in-town commuter rail, and a neighborhood soccer field, this home offers a unique blend of privacy, charm, and convenience

26C Meadow Lane, Southborough

Listing courtesy of Listing Agent: Samantha Poutre from Listing Office: Mathieu Newton Sotheby's International Realty.

$2,425,000

4 Beds ⋅ 6 Baths ⋅ 73503996 MLS

Custom-built home on 1.53 acres abutting conservation land offering privacy & tranquil repose. Refined finishes not seen in today's real estate market! Exterior hardscape by Sudbury Land Design & Kitchen Design featured in Boston Magazine. Mahogany Doors lead you to the Foyer w/ curved staircase, Living Rm w/ limestone fireplace, Dining Rm & Family Rm all w/ Southern Pine Flooring. Gourmet kitchen w/ chef grade appls, Butlers Pantry & Italian Limestone flooring. Stunning 3-season Sunroom w/ glass & screen inserts and access to brick/bluestone patio. First flr Primary Bedroom w/ French Doors leading to covered Veranda. Second flr w/ 3 bedrooms each w/ private baths. Second flr office w/ Mahogany built-ins. Lower level w/ 3 entertainment rms, gas fireplace, a large work-out rm, a full bathroom, unfinished storage space & access to the 3-car garage complete w/ separate Workshop. 11' first floor ceilings, 10' second floor ceilings, Bevolo exterior lighting, custom Pella windows & doors.

6 Witherbee Ln, Southborough

Listing courtesy of Listing Agent: Danielle OConnell from Listing Office: Coldwell Banker Realty - Framingham.

$2,150,000

5 Beds ⋅ 4 Baths ⋅ 73491481 MLS

Welcome to this almost-new home in Chestnut Meadow, an intimate and one of the finest neighborhoods of luxury homes offering timeless charm and modern comfort . This exceptional 5-bedroom, 4-bath residence showcases a sought-after modern design, complete with a welcoming farmer’s porch and a spacious 3-car garage.High-end designer finishes throughout, including premium Thermidor appliances an oversized kitchen island complemented by a generous breakfast area and large pantry A breathtaking vaulted family room featuring a striking stone fireplace and access to a private deck.a private home office and a first-floor en-suite bedroom, ideal for guests or multi-generational living. Upstairs, each bedroom offers private or direct access to a bathroom, ensuring comfort and convenience for all. The luxurious primary suite is a true retreat, featuring a dressing room, cozy sitting area, and a spa-inspired en-suite bath complete with a soaking tub and oversized glass-enclosed tiled shower.

4 Dairy Farm Ln, Southborough

Listing courtesy of Listing Agent: Graham Pettengill from Listing Office: ERA Key Realty Services- Fram.

$3,379,000

5 Beds ⋅ 8 Baths ⋅ 73486050 MLS

A rare offering, 32 Sears Road stands among Southborough’s most treasured private estates. Your approach is a sweeping drive beneath centuries-old oak trees leading to a distinctive port-cochere & stately columned portico. This iconic Georgian Colonial presides over 7.4 magnificent acres adjacent to 25 acres of protected conservation land. The slate roof, balanced symmetry, and meticulously crafted millwork define nearly 8800 sq ft of curated living space. A grand two 2-story marble foyer opens to elegant formal rooms, while the chef’s kitchen leads to exceptional casual living spaces. An exquisite primary suite with limestone fireplace & new luxe bath offers views of the grounds that feature multiple terraces, a resort-like pool & spa, tennis court and brilliant sunsets. Enjoy a sauna after your workout in the upstairs gym or a visit to the wine cellar in the impressive lower-level recreation rooms. Located just 1 mile to Fay & St. Mark’s private schools and 25 miles to Boston.

32 Sears Road, Southborough

Listing courtesy of Listing Agent: Ginny Martins from Listing Office: Ginny Martins & Associates.

$3,795,000

5 Beds ⋅ 6 Baths ⋅ 73470657 MLS

Perfectly sited on nearly 15 acres of gently rolling land, this 2015 contemporary masterpiece blends architectural elegance with natural serenity. Panoramic views in every direction invite a lifestyle of quiet reflection, gentleman farming, or equestrian pursuits, all in a remarkably private yet connected setting. Inside, soaring walls of glass flood the open-concept living, dining, and entertaining spaces with natural light. A state-of-the-art chef’s kitchen with premium appliances and sleek finishes opens to an open staircase leading to five spacious bedrooms including a tranquil primary retreat. Exceptional materials and craftsmanship deliver modern sophistication with timeless appeal. Effortless indoor-outdoor living includes a pool, fire pit, and sweeping grounds. A heated barn provides flexible space for car collections, a workshop or studio. Set in a welcoming neighborhood, minutes to commuting routes, this rare offering unites nature, community, solitude and style!

9A Ashley Road, Southborough

Listing courtesy of Listing Agent: The Ridick Revis Group from Listing Office: Compass.

$2,150,000

4 Beds ⋅ 5 Baths ⋅ 73469164 MLS

Welcome to this stunning four-bedroom single-family home, offering exceptional flexibility with primary suites on both the first and second floors. The thoughtfully designed open floor plan seamlessly connects the living spaces, ideal for everyday living and entertaining. Five well-appointed bathrooms, a spacious two-car garage, and a charming three-season porch enhance both comfort and functionality. Located within a well-managed condominium community due to a shared septic system, this home provides exclusive use of its own private exclusive yard area of over .39 acres. Enjoy maintained common areas, including a large maintained grass area for shared use and a private path that allows direct access to the Sudbury Reservoir trail. This rare opportunity offers the perfect balance of privacy, convenience, and low-maintenance living.

24 Meadow Lane, Southborough

Listing courtesy of Listing Agent: Samantha Poutre from Listing Office: Mathieu Newton Sotheby's International Realty.

$2,150,000

4 Beds ⋅ 5 Baths ⋅ 73469118 MLS

Welcome to this stunning four-bedroom single-family home, offering exceptional flexibility with primary suites on both the first and second floors. The thoughtfully designed open floor plan seamlessly connects the living spaces, ideal for everyday living and entertaining. Five well-appointed bathrooms, a spacious two-car garage, and a charming three-season porch enhance both comfort and functionality. Located within a well-managed condominium community due to a shared septic system, this home provides exclusive use of its own private exclusive yard area of over .39 acres. Enjoy maintained common areas, including a large maintained grass area for shared use and a private path that allows direct access to the Sudbury Reservoir trail. This rare opportunity offers the perfect balance of privacy, convenience, and low-maintenance living.

24 Meadow Lane Unit N/A, Southborough

Listing courtesy of Listing Agent: Samantha Poutre from Listing Office: Mathieu Newton Sotheby's International Realty.

$1,395,000

2 Beds ⋅ 3 Baths ⋅ 73466795 MLS

Located at 26D Meadow Lane in Southborough, this rare 2-bed, 3 full bath duplex condo offers 2,985 sq ft of thoughtfully designed living space and an oversized attached 2-car garage. The living room features cathedral ceilings and a cozy gas fireplace, flowing into a dining area and kitchen with a pantry that provides direct garage access—ideal for groceries. A first-floor den with walk-in closet and a laundry room on the same level as the primary bedroom add convenience. Enjoy outdoor living on both front and rear covered porches or relax in the 3-season porch. Upstairs, a 177 sq ft bonus room with a walk-in closet offers flexible use. With direct access to the Sudbury Reservoir Trails from your property, the in-town commuter rail nearby, and a neighborhood soccer field, this home combines privacy, charm, and convenience.

26D Meadow Lane Unit N/A, Southborough

Listing courtesy of Listing Agent: Samantha Poutre from Listing Office: Mathieu Newton Sotheby's International Realty.

$2,600,000

4 Beds ⋅ 5 Baths ⋅ 73466216 MLS

Put your mark on a dream home by Southborough’s premier builder. This new construction home combines a sleek, open-concept design with the exquisite craftsmanship expected at this level. A grand two-story foyer leads to a gourmet kitchen featuring custom inset cabinetry, Quartz countertops, and an oversized social island. The family room, anchored by a modern fireplace, creates a sophisticated yet warm gathering spot.The thoughtful first-floor layout includes both a private Study and a Home Office, each with an adjacent bath. Upstairs, the primary suite serves as a serene retreat with a boutique-style walk-in closet and spa bath. The unfinished basement offers soaring ceilings—ideal for a golf simulator or gym. Set on a rare, flat cul-de-sac lot, you’ll enjoy a private yard with easy access to the MBTA, Boston/Worcester routes, and Breakneck Hill trails. Experience Southborough’s top-rated schools and refined tranquility. Photos are of similar homes; early-stage buyers may customize.

10 Lorenzo Drive, Southborough

Listing courtesy of Listing Agent: Maria Romero Vagnini from Listing Office: Mathieu Newton Sotheby's International Realty.

$5,895,000

7 Beds ⋅ 9 Baths ⋅ 73384674 MLS

Tucked away on one of Southborough’s most coveted cul-de-sacs, 14 Lovers Lane is a breathtaking custom-built estate that redefines luxury living. Crafted with the highest standards and attention to detail, the home showcases timeless architectural design and exquisite millwork throughout. From the grand foyer with soaring ceilings to the richly appointed formal rooms, every space is thoughtfully curated to impress and inspire. The heart of the home is a spectacular chef’s kitchen with top-of-the-line appliances, custom cabinetry, and a sunlit breakfast nook overlooking the grounds. The adjoining family room—with its stone fireplace and coffered ceiling—invites connection and relaxation. Outside, the grounds offer a tranquil and elegant backdrop for everyday living, with a bluestone patio, outdoor kitchen, and covered veranda that seamlessly extend the living space into nature. Each detail is thoughtfully chosen to enhance comfort, functionality, and timeless design.

14 Lovers Lane, Southborough

Listing courtesy of Listing Agent: Gina Anderson from Listing Office: MGS Group Real Estate LTD.

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